CN1187521A - Optical alignment composition, alignment layer formed therefrom, liquid crystal device employing alignment layer - Google Patents
Optical alignment composition, alignment layer formed therefrom, liquid crystal device employing alignment layer Download PDFInfo
- Publication number
- CN1187521A CN1187521A CN97120873A CN97120873A CN1187521A CN 1187521 A CN1187521 A CN 1187521A CN 97120873 A CN97120873 A CN 97120873A CN 97120873 A CN97120873 A CN 97120873A CN 1187521 A CN1187521 A CN 1187521A
- Authority
- CN
- China
- Prior art keywords
- group
- here
- polymkeric substance
- carbon atoms
- aromatic ring
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Abstract
An optical alignment composition including a first polymer selected from a cinnamate-series polymer and a coumarin-series polymer, and a second polymer selected from polyimide having a long-chain alkyl group at its side chains and polyimide having an alkyl group at its both ends, an alignment layer formed using the same, and a liquid crystal display having the alignment layer are provided. According to the present invention, the thermal stability of the alignment layer and pretilt angle characteristic of the liquid crystal are improved.
Description
The present invention relates to liquid-crystal display (LCD), more specifically, relate to light orientation composition, said composition contains the 1st polymkeric substance that is selected from laurate series polymer and tonka bean camphor series polymkeric substance and is selected from the polyimide that has chain alkyl on its side chain and the 2nd polymkeric substance of the polyimide that has alkyl at its two ends; Relate to oriented layer that forms with this light orientation composition and liquid-crystal display with this oriented layer.
Usually, as shown in Figure 1, LCD has a pair of upper and lower base plate 2 and 2 ' spaced from each other at a certain interval and respect to one another.Go up formation transparent electrode layer 3 and 3 ' at this upper and lower base plate 2 and 12 '.On this transparency electrode 3 and 3 ', sequentially form insulation layer 4 and 4 ' and oriented layer 5 and 5 '.Form liquid crystal layer 7 in the interval between upper and lower base plate 2 and 2 '.To be used to make incident and transmitted light polarising polaroid 1 and 1 ' to be contained in the outside of upper and lower base plate 2 and 2 ' respectively.
In having the LCD of said structure, the voltage that applies according to the outside has been changed by the arrangement of the liquid crystal molecule of this electric field influence.According to the arrangement of this change, enter exterior light or conductively-closed or the transmission of LCD.LCD is driven by such character.In other words, if voltage is put on transparent electrode layer 3 and 3 ', just in liquid crystal layer 7, form electric field.Therefore, liquid crystal is driven to predetermined direction.According to the driving of liquid crystal, enter the light conductively-closed or the transmission of LCD liquid crystal.
As the function of the LCD of indicating meter, promptly optical transmittance, time of response, visual angle or contrast gradient are by the alignment characteristics decision of liquid crystal molecule.Therefore, the technology of the even orientation of control liquid crystal molecule is an important factors.
Only, liquid crystal is difficult to reach the even state of orientation of liquid crystal between the upper and lower base plate by being placed on.Therefore, as shown in Figure 1,, generally be to form oriented layer 5 and 5 ' in order to make the liquid crystal aligning on transparent electrode layer 3 and 3 '.
Generally form this oriented layer, form in the method, it is solidified, use a kind of special cloth friction then by the organic polymer material film made of polyimide or polymeric amide for example by rubbing method.
Rubbing method be carry out easily and its process simple.Yet, small particle or material (for example Mierocrystalline cellulose) thus can spin off from the cloth that is used for friction treatment and pollute oriented layer.In addition, it is inhomogeneous that perhaps this orientation is finished, and this depends on the material that is used to form oriented layer.Perhaps, the static that produces during friction treatment can damage thin film transistor.
In order to address the above problem, developed a kind of smooth orientation technology, in this technology, do not produce dust, static or other contamination particle and in whole process, keep cleaning.Destroy alignment method according to such nothing, thereby polarizing light irradiation is caused anisotropic photopolymerization on the light oriented layer.As a result, this light oriented layer has the orientation characteristic, thereby makes liquid crystal aligning equably.The polymkeric substance that is used for the light oriented layer comprises polyvinyl laurate (PVCN) and polyvinyl Methoxycinnamate (PVMC).Yet although they have fabulous light orientation character, such polymkeric substance has poor thermostability.In other words, the thermostability of oriented layer depends on the thermostability of this polymkeric substance, and it depends on glass transition temp and cross-linking density.Have 100 ℃ or lower glass transition temp because PVCN or PVMC are relative, cause and reduced the thermostability after the orientation.In addition, because the symmetrical structure that obtains after the crosslinking reaction, so it is difficult to form pre-tilt angle.
In order to address the above problem, the purpose of this invention is to provide light orientation composition with fabulous thermostability and fabulous pre-tilt angle characteristic.
Another object of the present invention provides the oriented layer of using this light orientation composition to form.
Another purpose of the present invention provides the liquid-crystal display (LCD) with this oriented layer.
Therefore, in order to realize the 1st purpose, light orientation composition is provided, said composition comprises: be selected from the 1st polymkeric substance of vinyl cinnamate series polymer and tonka bean camphor series polymkeric substance and be selected from the polyimide that has alkyl (R) at its two ends and by the 2nd polymkeric substance of the polyimide of following general formula (1) expression:
R wherein
1Be selected from: C
3-C
10Cycloalkyl, cycloalkyl, C with at least 1 substituting group (G)
3-C
10Cycloalkenyl group, have at least 1 substituent cycloalkenyl group and a formula A-Y-B compound [here, A and B are selected from unsubstituted aromatic ring and aromatic ring (here independently of one another, this aromatic ring is the dicyclo of the monocycle of 6 carbon atoms, 10 carbon atoms or three rings of 14 carbon atoms), Y is-O-, carbonyl (C=O) or-C (R
4) (R
5)-(here, R
4And R
5Be selected from hydrogen, C independently of one another
1-C
10Alkyl and have the C of at least 1 substituting group (G)
1-C
10Alkyl)]; R
2Be selected from: unsubstituted aromatic ring, have aromatic ring (this aromatic ring is the dicyclo of the monocycle of 6 carbon atoms, 10 carbon atoms or three rings of 14 carbon atoms), the C of at least 1 substituting group (G) here,
3-C
10Cycloalkyl, cycloalkyl, C with at least 1 substituting group (G)
3-C
10Cycloalkenyl group, has the C of at least 1 substituting group (G)
3-C
10The compound of cycloalkenyl group and formula A-Y-B (here, A, B, identical with top definition with Y); X
1Expression-COO-,-O-or-OCO-; R
3Be C
3-C
10(here, substituting group (G) is selected from alkyl: C
1-C
10The amino, halogen, hydroxyl (OH), the nitro (NO that do not replace or replace of alkyl, fragrance
2), cyano group (CN), sulfo-cyano group (SCN), thiol (SH) and carboxyl (COOH)); m
1: n
2Be 1: 99-20: 80 and m
1Be positive integer, comprise 0.
The polyimide that has alkyl at its two ends is selected from the compound of being represented by following formula (2):
R wherein
1Identical with top definition, R
4Be selected from: unsubstituted aromatic ring, have aromatic ring (this aromatic ring is the dicyclo of the monocycle of 6 carbon atoms, 10 carbon atoms or three rings of 14 carbon atoms), the C of at least 1 substituting group (G) here,
3-C
10Cycloalkyl, has the C of at least 1 substituting group (G)
3-C
10Cycloalkyl, C
3-C
10Cycloalkenyl group, has the C of at least 1 substituting group (G)
3-C
10The compound of cycloalkenyl group, formula A-Y-B (here, A, B, identical with top definition with Y), (here, substituting group (G) is selected from: C
1-C
10The amino, halogen, hydroxyl (OH), the nitro (NO that do not replace or replace of alkyl, fragrance
2), cyano group (CN), sulfo-cyano group (SCN), thiol (SH) and carboxyl (COOH)); And m
2Be integer and the m of 10-100
2And n
2It is the integer of 2-9.
The 2nd purpose of the present invention realizes by oriented layer, this oriented layer comprises the 1st polymkeric substance that is selected from laurate series polymer and tonka bean camphor series polymkeric substance and is selected from the polyimide that has alkyl (R) at its two ends and by the 2nd polymkeric substance of the polyimide of formula (1) expression.
The 3rd purpose of the present invention is to realize by the LCD with oriented layer, this oriented layer comprises the 1st polymkeric substance that is selected from laurate series polymer and tonka bean camphor series polymkeric substance and is selected from the polyimide that has alkyl (R) at its two ends and by the 2nd polymkeric substance of the polyimide of formula (1) expression.
By describing its preferred embodiment with reference to the accompanying drawings in detail, it is more obvious that above-mentioned purpose of the present invention and benefit will become, and wherein Fig. 1 is the cross-sectional view of general liquid-crystal display.
In the polyimide of formula (1), R
1Be preferably selected from following group:
And R
2Be preferably selected from following group:
(R here,
3Be C
3-C
20Alkyl, and C preferably
8-C
12Chain alkyl, it is being favourable forming aspect the needed pre-tilt angle.)
In the polyimide of formula (2), R
1Identical with top definition, R
4Be preferably selected from following group:
And n
2It is the integer of 2-9.
The invention is characterized in: used heat-proof polyimide and the conventional laurate series polymer or the light orientation composition of tonka bean camphor series mixed with polymers preparation by will on its end or side chain, having alkyl, thereby improved the thermostability of orientation, and by the alkyl of adding and the pre-tilt angle of the increase of the interaction between the liquid crystal.
In the present invention, the weight ratio of the 1st polymkeric substance that preferably is selected from laurate series polymer and tonka bean camphor series polymkeric substance and the 2nd polymkeric substance of the polyimide that is selected from the polyimide that has alkyl (R) at its two ends and is represented by formula (1) is 99: 1-80: between 20, this is because in this scope, and light orientation and thermostability are excellent.
Weight-average molecular weight by the polyimide of formula (1) and (2) expression is 5 * 10
3-5 * 10
5
This laurate series polymer is preferably selected from: polyvinyl laurate, polyvinyl Methoxycinnamate and on its side chain, have the polyimide of laurate group, and its weight-average molecular weight is preferably 5 * 10
3-5 * 10
5Between.
This tonka bean camphor series polymkeric substance is preferably selected from: by formula (3)-(5) expression and polymkeric substance have the tonka bean camphor part on side chain, its weight-average molecular weight is preferably 5 * 10
3-5 * 10
5Between:
Wherein k is the integer of 20-2000.
Preparation light orientation method for compositions of the present invention, the oriented layer of using said composition and the LCD with this oriented layer are described below.
The method of preparation formula (1) polyimide at first, is described.
Acid anhydrides (A) and diamine compound (B) thus reaction synthesizes polyamic acid (C).Then, with this polyamic acid (C) thus imidization synthesizes polyimide (D).
Polyimide (D) and alkylogen (E) thus the polyimide (F) that has alkyl on its side chain is synthesized in reaction.At this moment,, then can synthesize polyimide, i.e. m in formula (1) with 100% alkyl replacement rate if use excessive alkylogen
1It is 0 polyimide.
[reaction scheme (2)]
Wherein X is selected from: muriate (Cl), bromide (Br) and iodide (I), and R
6Be selected from following group:
Has the polyimide of alkyl with what following method synthesis of soluble was separated in its polymer end.
With acid anhydrides (A), diamine compound (B) and solvent, and join in this mixture in the alkylamine of acid anhydrides weight with 1-10% (mole).Thereby gains reactions is synthesized polyamic acid (C ') at 0-25 ℃.Then, with this polyamic acid (C ') thus imidization synthesizes soluble polyimide (G).
With 1: 99-20: 80 weight ratio will be selected from the polymkeric substance and the mixed with polymers that is selected from laurate series polymer and tonka bean camphor series polymkeric substance of polyimide (F) with method for preparing and polyimide (G), thereby and form light orientation composition with suitable solvent.At this moment, use N-N-methyl-2-2-pyrrolidone N-(NMP), dimethyl formamide (DMA) or methylcyclohexane as solvent.
Said composition is coated on 2 glass substrates, thereby then solvent seasoning is formed oriented layer.Then, irradiation linearly polarized photon (wavelength: 300-400nm) so that carry out photoresponse.Then, with 2 base plate seals, use packing ring to keep predetermined gap, thereby form empty liquid crystal cell.
Afterwards, thus LCD ejection is advanced in the empty liquid crystal cell to make LCD.
Describe the present invention below with reference to each embodiment, but the present invention is not limited to these embodiment.
Embodiment 1
With 3,3 ', 4,4 '-benzophenone tetracarboxylic dianhydride (H) and 3,5-diaminobenzoic acid (I) thus reaction synthesizes compound (J), then with this compound (J) thus dehydration obtains compound (K)
[reaction scheme (4)]
With this compound (K) thus obtain polyimide (L) with the reaction of propyl bromide and pyridine.
0.02g polyimide (L) and 0.18g polyvinyl laurate are dissolved among the NMP of 10g.Then, thus gains rotations be coated on 2 glass substrates and in about 100 ℃ of dryings formed oriented layer in 1 hour.
Then, use light intensity to be about 10mw/cm
2High voltage mercury lamp with linearly polarized photon (wavelength: about 300-400nm) be radiated on the oriented layer so that carried out photoresponse about 5 minutes.
Make the sky liquid crystal cell by 2 base plate seals that will wherein form oriented layer.Make LCD by LCD ejection being advanced this sky liquid crystal cell.
Embodiment 2
As described in embodiment 1, carry out same process, just replace the propyl group bromide with the octyl group bromide.
Embodiment 3
As described in embodiment 1, carry out same process, just replace the propyl group bromide with dodecyl bromination thing.
Embodiment 4
With 3,3 ', 4 of 3.22g, 4 of 4 '-benzophenone tetracarboxylic dianhydride (H) and 1.80g, 4 '-diamino-phenyl ether is blended among the NMP, adds 0.28g undecyl amine (CH then lentamente
3(CH
2)
10NH
2Thereby) by the acid of series reaction synthesizing polyamides.Then, thus the dehydration of this polyamic acid is obtained polyimide.
Then, with this polyimide of 0.02g with 0.18g polyvinyl laurate (Aldrichi ChemicalCompany Inc.) thereby and 10gNMP mix and form the orientation composition, then said composition is adjusted to suitable viscosity, and rotation is coated on 2 glass substrates that wherein are coated with the ITO electrode layer respectively.Then thereby gains were formed oriented layer in 1 hour in about 100 ℃ of dryings.
Then, the linearly polarized photon that wavelength is about 300-400nm is radiated on this oriented layer so that carried out photoresponse about 5 minutes.Use packing ring between 2 glass substrates, to keep clearance of predetermined width simultaneously by 2 glass substrate sealings that will obtain and prepare empty liquid crystal cell.Make LCD by LCD ejection being advanced this sky liquid crystal cell.
Embodiment 5
With preparing LCD with the same quadrat method described in the embodiment 1, the polyimide and the 0.16g polyvinyl laurate that only are to use 0.04g in embodiment 1, to prepare.
Comparative example
With preparing LCD, only be to use 0.2g polyvinyl laurate (Aldrichi Chemical Company Inc.) and 10gNMP to be orientated composition as light with the same quadrat method described in the embodiment 1.
Among the LCD that in embodiment 1-5 and comparative example, prepares, measure the pre-tilt angle of liquid crystal and the thermostability of oriented layer.Here, use crystal rotation method to measure pre-tilt angle, and be up to 180 ℃, gains are maintained one scheduled time of this temperature by elevated temperature, temperature is reduced to room temperature, measures thermostability by the temperature variant state of polarizing coating inspection oriented layer then.
As measurement result, in LCD according to embodiment 1-5 preparation, from addition all do not change this fact and consider that its thermostability is fabulous as can be known when temperature is elevated to when being up to 180 ℃ the state of orientation of oriented layer.
In addition, the pre-tilt angle of liquid crystal is increased to 15 degree.Particularly, use therein under the embodiment 2 and 3 situation of polymkeric substance, improved pre-tilt angle more significantly with chain alkyl.
Yet under the LCD situation according to the comparative example preparation, orientation character is fabulous, but poor heat stability is about 0 degree from distortion of about 90 ℃ of beginning oriented layer and pre-tilt angle promptly.
According to the present invention, the pre-tilt angle characteristic of the thermostability of oriented layer and liquid crystal all has been modified.
Claims (30)
1. light orientation composition comprises: be selected from the 1st polymkeric substance of laurate series polymer and tonka bean camphor series polymkeric substance and be selected from the polyimide that has alkyl (R) at its two ends and by the 2nd polymkeric substance of the polyimide of following general formula (1) expression:
R wherein
1Be selected from: C
3-C
10Cycloalkyl, cycloalkyl, C with at least 1 substituting group (G)
3-C
10Cycloalkenyl group, have at least 1 substituent cycloalkenyl group and a formula A-Y-B compound [here, A and B are selected from unsubstituted aromatic ring and aromatic ring (here independently of one another, this aromatic ring is the dicyclo of the monocycle of 6 carbon atoms, 10 carbon atoms or three rings of 14 carbon atoms), Y is-O-, carbonyl (C=O) or-C (R
4) (R
5)-(here, R
4And R
5Be selected from hydrogen, C independently of one another
1-C
10Alkyl and have the C of at least 1 substituting group (G)
1-C
10Alkyl)]; R
2Be selected from: unsubstituted aromatic ring, have aromatic ring (this aromatic ring is the dicyclo of the monocycle of 6 carbon atoms, 10 carbon atoms or three rings of 14 carbon atoms), the C of at least 1 substituting group (G) here,
3-C
10Cycloalkyl, has the C of at least 1 substituting group (G)
3-C
10Cycloalkyl, C
3-C
10Cycloalkenyl group, has the C of at least 1 substituting group (G)
3-C
10The compound of cycloalkenyl group and formula A-Y-B (here, A, B, identical with top definition with Y); X
1Expression-COO-,-O-or-OCO-; R
3Be C
3-C
10(here, substituting group (G) is selected from alkyl: C
1-C
10The amino, halogen, hydroxyl (OH), the nitro (NO that do not replace or replace of alkyl, fragrance
2), cyano group (CN), sulfo-cyano group (SCN), thiol (SH) and carboxyl (COOH)); m
1: n
2Be 1: 99-20: 80 and m
1Be positive integer, comprise 0.
2. the light of claim 1 is orientated composition, and the polyimide that wherein has alkyl at its two ends is selected from the compound of being represented by following formula (2):
R wherein
1Identical with the definition in the claim 1, R
4Be selected from: unsubstituted aromatic ring, have aromatic ring (this aromatic ring is the dicyclo of the monocycle of 6 carbon atoms, 10 carbon atoms or three rings of 14 carbon atoms), the C of at least 1 substituting group (G) here,
3-C
10Cycloalkyl, has the C of at least 1 substituting group (G)
3-C
10Cycloalkyl, C
3-C
10Cycloalkenyl group, has the C of at least 1 substituting group (G)
3-C
10The compound of cycloalkenyl group and formula A-Y-B (here, A, B, identical with top definition with Y), (here, substituting group (G) is selected from: C
1-C
10The amino, halogen, hydroxyl (OH), the nitro (NO that do not replace or replace of alkyl, fragrance
2), cyano group (CN), sulfo-cyano group (SCN), thiol (SH) and carboxyl (COOH)); m
2Be integer and the m of 10-100
2And n
2It is the integer of 2-9.
4. the light of claim 1 is orientated composition, wherein, in formula (2), R
4Be selected from following group:
And n
2It is the integer of 2-19.
5. the light of claim 1 is orientated composition, and wherein the weight ratio of the 1st polymkeric substance and the 2nd polymkeric substance is 99: 1-80: between 20.
6. the light of claim 1 orientation composition, wherein this laurate series polymer is selected from: polyvinyl laurate, polyvinyl Methoxycinnamate and have the polyimide of laurate group on its side chain.
8. the light of claim 1 is orientated composition, wherein, in formula (1), m
1Be 0.
9. the light of claim 1 is orientated composition, and wherein the weight-average molecular weight of the 2nd polymkeric substance is 5 * 10
3-5 * 10
5Between.
10. the light of claim 1 is orientated composition, and wherein the weight-average molecular weight of this laurate series polymer or tonka bean camphor series polymkeric substance is 5 * 10
3-5 * 10
5Between.
11. a light oriented layer comprises: be selected from the 1st polymkeric substance of laurate series polymer and tonka bean camphor series polymkeric substance and be selected from the polyimide that has alkyl (R) at its two ends and by the 2nd polymkeric substance of the polyimide of following general formula (1) expression:
R wherein
1Be selected from: C
3-C
10Cycloalkyl, cycloalkyl, C with at least 1 substituting group (G)
3-C
10Cycloalkenyl group, have at least 1 substituent cycloalkenyl group and a formula A-Y-B compound [here, A and B be selected from unsubstituted aromatic ring and aromatic ring (this aromatic ring is the dicyclo of the monocycle of 6 carbon atoms, 10 carbon atoms or three rings of 14 carbon atoms) and Y independently of one another here, and be-O-, carbonyl (C=O) or-C (R
4) (R
5)-(here, R
4And R
5Be selected from hydrogen, C independently of one another
1-C
10Alkyl and C with at least 1 substituting group (G)
1-C
10Alkyl)]; R
2Be selected from: unsubstituted aromatic ring, have aromatic ring (this aromatic ring is the dicyclo of the monocycle of 6 carbon atoms, 10 carbon atoms or three rings of 14 carbon atoms), the C of at least 1 substituting group (G) here,
3-C
10Cycloalkyl, has the C of at least 1 substituting group (G)
3-C
10Cycloalkyl, C
3-C
10Cycloalkenyl group, has the C of at least 1 substituting group (G)
3-C
10The compound of cycloalkenyl group and formula A-Y-B (here, A, B, identical with top definition with Y); X
1Expression-COO-,-O-or-OCO-; R
3Be C
3-C
10(here, substituting group (G) is selected from alkyl: C
1-C
10The amino, halogen, hydroxyl (OH), the nitro (NO that do not replace or replace of alkyl, fragrance
2), cyano group (CN), sulfo-cyano group (SCN), thiol (SH) and carboxyl (COOH)); m
1: n
2Be 1: 99-20: 80 and m
1Be positive integer, comprise 0.
12. the light oriented layer of claim 11, the polyimide that wherein has alkyl at its two ends is selected from the compound of being represented by following formula (2):
R wherein
1Identical with the definition in the claim 1, R
4Be selected from: unsubstituted aromatic ring, have aromatic ring (this aromatic ring is the dicyclo of the monocycle of 6 carbon atoms, 10 carbon atoms or three rings of 14 carbon atoms), the C of at least 1 substituting group (G) here,
3-C
10Cycloalkyl, has the C of at least 1 substituting group (G)
3-C
10Cycloalkyl, C
3-C
10Cycloalkenyl group, has the C of at least 1 substituting group (G)
3-C
10The compound of cycloalkenyl group and formula A-Y-B (here, A, B, identical with top definition with Y), (here, substituting group (G) is selected from: C
1-C
10The amino, halogen, hydroxyl (OH), the nitro (NO that do not replace or replace of alkyl, fragrance
2), cyano group (CN), sulfo-cyano group (SCN), thiol (SH) and carboxyl (COOH)); m
2Be integer and the m of 10-100
2And n
2It is the integer of 2-9.
15. the light oriented layer of claim 11, wherein the weight ratio of the 1st polymkeric substance and the 2nd polymkeric substance is 99: 1-80: between 20.
16. the light oriented layer of claim 11, wherein this laurate series polymer is selected from: polyvinyl laurate, polyvinyl Methoxycinnamate and have the polyimide of laurate group on its side chain.
18. the light oriented layer of claim 11, wherein, in formula (1), m
1Be 0.
19. the light oriented layer of claim 11, wherein the weight-average molecular weight of the 2nd polymkeric substance is 5 * 10
3-5 * 10
5Between.
20. the light oriented layer of claim 11, wherein the weight-average molecular weight of this laurate series polymer or tonka bean camphor series polymkeric substance is 5 * 10
3-5 * 10
5Between.
A 21. liquid-crystal display (LCD), comprise: be selected from the 1st polymkeric substance of laurate series polymer and tonka bean camphor series polymkeric substance and be selected from the polyimide that has alkyl (R) at its two ends and by the 2nd polymkeric substance of the polyimide of following general formula (1) expression:
R wherein
1Be selected from: C
3-C
10Cycloalkyl, cycloalkyl, C with at least 1 substituting group (G)
3-C
10Cycloalkenyl group, have at least 1 substituent cycloalkenyl group and a formula A-Y-B compound [here, A and B are selected from unsubstituted aromatic ring and aromatic ring (here independently of one another, this aromatic ring is the dicyclo of the monocycle of 6 carbon atoms, 10 carbon atoms or three rings of 14 carbon atoms), Y is-O-, carbonyl (C=O) or-C (R
4) (R
5)-(here, R
4And R
5Be selected from hydrogen, C independently of one another
1-C
10Alkyl and C with at least 1 substituting group (G)
1-C
10Alkyl)]; R
2Be selected from: unsubstituted aromatic ring, have aromatic ring (this aromatic ring is the dicyclo of the monocycle of 6 carbon atoms, 10 carbon atoms or three rings of 14 carbon atoms), the C of at least 1 substituting group (G) here,
3-C
10Cycloalkyl, has at least 1 substituting group (G) C
3-C
10Cycloalkyl, C
3-C
10Cycloalkenyl group, has the ring C of at least 1 substituting group (G)
3-C
10The compound of thiazolinyl and formula A-Y-B (here, A, B, identical with top definition with Y); X
1Expression-COO-,-O-or-OCO-; R
3Be C
3-C
10(here, substituting group (G) is selected from alkyl: C
1-C
10The amino, halogen, hydroxyl (OH), the nitro (NO that do not replace or replace of alkyl, fragrance
2), cyano group (CN), sulfo-cyano group (SCN), thiol (SH) and carboxyl (COOH)); m
1: n
2Be 1: 99-20: 80 and m
1Be positive integer, comprise 0.
22. the LCD of claim 21, the polyimide that wherein has alkyl at its two ends is selected from the compound of being represented by following formula (2):
R wherein
1Identical with the definition in the claim 1, R
4Be selected from: unsubstituted aromatic ring, have aromatic ring (this aromatic ring is the dicyclo of the monocycle of 6 carbon atoms, 10 carbon atoms or three rings of 14 carbon atoms), the C of at least 1 substituting group (G) here,
3-C
10Cycloalkyl, has the C of at least 1 substituting group (G)
3-C
10Cycloalkyl, C
3-C
10Cycloalkenyl group, has the C of at least 1 substituting group (G)
3-C
10The compound of cycloalkenyl group and formula A-Y-B (here, A, B, identical with top definition with Y), (here, substituting group (G) is selected from: C
1-C
10The amino, halogen, hydroxyl (OH), the nitro (NO that do not replace or replace of alkyl, fragrance
2), cyano group (CN), sulfo-cyano group (SCN), thiol (SH) and carboxyl (COOH)); m
2Be integer and the m of 10-100
2And n
2It is the integer of 2-9.
23. the LCD of claim 21, wherein, in formula (1), R
1Be selected from following group:
R
2Be preferably selected from following group:
(R here,
3Be C
3-C
20Alkyl.)
25. the LCD of claim 21, wherein the weight ratio of the 1st polymkeric substance and the 2nd polymkeric substance is 99: 1-80: between 20.
26. the LCD of claim 21, wherein this laurate series polymer is selected from: polyvinyl laurate, polyvinyl Methoxycinnamate and have the polyimide of laurate group on its side chain.
28. the LCD of claim 21, wherein, in formula (1), m
1Be 0.
29. the LCD of claim 21, wherein the weight-average molecular weight of the 2nd polymkeric substance is 5 * 10
3-5 * 10
5Between.
30. the LCD of claim 21, wherein the weight-average molecular weight of this laurate series polymer or tonka bean camphor series polymkeric substance is 5 * 10
3-5 * 10
5Between.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN97120873A CN1187521A (en) | 1996-12-13 | 1997-12-12 | Optical alignment composition, alignment layer formed therefrom, liquid crystal device employing alignment layer |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR65516/96 | 1996-12-13 | ||
KR76958/96 | 1996-12-30 | ||
CN97120873A CN1187521A (en) | 1996-12-13 | 1997-12-12 | Optical alignment composition, alignment layer formed therefrom, liquid crystal device employing alignment layer |
Publications (1)
Publication Number | Publication Date |
---|---|
CN1187521A true CN1187521A (en) | 1998-07-15 |
Family
ID=5176044
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN97120873A Pending CN1187521A (en) | 1996-12-13 | 1997-12-12 | Optical alignment composition, alignment layer formed therefrom, liquid crystal device employing alignment layer |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN1187521A (en) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN100383614C (en) * | 2004-08-25 | 2008-04-23 | 鸿富锦精密工业(深圳)有限公司 | Semi-penetration and semi-reflective liquid crystal display device |
CN100390584C (en) * | 2006-06-23 | 2008-05-28 | 清华大学 | Temperature-controlled negative refractor based on liquid crystal |
CN100428026C (en) * | 2006-11-24 | 2008-10-22 | 清华大学 | Optical directional material improving optical directional performance of liquid crystal and its preparing method |
CN101137699B (en) * | 2005-12-01 | 2011-04-13 | Lg化学株式会社 | New polyimide and process for preparing thereof |
CN103189971A (en) * | 2010-11-01 | 2013-07-03 | 巴斯夫欧洲公司 | Polyimides as dielectric |
CN102197109B (en) * | 2008-10-29 | 2014-05-14 | 默克专利股份有限公司 | Liquid crystal display |
WO2017143674A1 (en) * | 2016-02-23 | 2017-08-31 | 京东方科技集团股份有限公司 | Alignment agent, alignment film preparation method, display panel, and display device |
-
1997
- 1997-12-12 CN CN97120873A patent/CN1187521A/en active Pending
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN100383614C (en) * | 2004-08-25 | 2008-04-23 | 鸿富锦精密工业(深圳)有限公司 | Semi-penetration and semi-reflective liquid crystal display device |
CN101137699B (en) * | 2005-12-01 | 2011-04-13 | Lg化学株式会社 | New polyimide and process for preparing thereof |
CN100390584C (en) * | 2006-06-23 | 2008-05-28 | 清华大学 | Temperature-controlled negative refractor based on liquid crystal |
CN100428026C (en) * | 2006-11-24 | 2008-10-22 | 清华大学 | Optical directional material improving optical directional performance of liquid crystal and its preparing method |
CN102197109B (en) * | 2008-10-29 | 2014-05-14 | 默克专利股份有限公司 | Liquid crystal display |
CN103189971A (en) * | 2010-11-01 | 2013-07-03 | 巴斯夫欧洲公司 | Polyimides as dielectric |
CN103189971B (en) * | 2010-11-01 | 2016-02-17 | 巴斯夫欧洲公司 | As dielectric polyimides |
WO2017143674A1 (en) * | 2016-02-23 | 2017-08-31 | 京东方科技集团股份有限公司 | Alignment agent, alignment film preparation method, display panel, and display device |
US10663801B2 (en) | 2016-02-23 | 2020-05-26 | Boe Technology Group Co., Ltd. | Alignment agent, manufacturing method of alignment film, display panel and display device |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
KR101158382B1 (en) | Liquid crystal aligning agent for photoalignment and liquid crystal display device utilizing the same | |
CN1211606A (en) | Optical alignment composition, alignment layer formed using the same and LCD having alignment layer | |
KR101998909B1 (en) | Novel diamine, polymer, liquid crystal alignment agent, and liquid crystal alignment film, and liquid crystal display element using same | |
KR102324602B1 (en) | Polymer composition and liquid crystal alignment film for in-plane-switching-type liquid crystal display element | |
JP6314827B2 (en) | Liquid crystal alignment agent, liquid crystal alignment film, and liquid crystal display element | |
US6066696A (en) | Optical alignment composition, alignment layer formed using the same and LCD having the alignment layer | |
CN104395820B (en) | The aligning agent for liquid crystal of optical alignment method, liquid crystal orientation film and liquid crystal display cells | |
KR20050085310A (en) | Liquid crystal orientating agent and liquid crystal display element using it | |
CN1200379A (en) | Optical alignment polymer and optical alignment composition having same | |
KR101819769B1 (en) | Liquid crystal aligning agent, liquid crystal alignment film using same, and liquid crystal display element | |
KR20150100743A (en) | Novel diamine, polymer, liquid crystal alignment agent, liquid crystal alignment film, and liquid crystal display element using same | |
KR20140048890A (en) | Method for producing liquid crystal alignment film, liquid crystal alignment film, and liquid crystal display element | |
KR20140009126A (en) | Diamine, polyimide precursor, polyimide, liquid-crystal alignment material, liquid-crystal alignment film, and liquid-crystal display element | |
KR20190112215A (en) | Liquid crystal aligning agent, liquid crystal alignment film and liquid crystal display element | |
CN104823104A (en) | Method for producing liquid crystal alignment film, liquid crystal alignment film, and liquid crystal display element | |
CN1187521A (en) | Optical alignment composition, alignment layer formed therefrom, liquid crystal device employing alignment layer | |
CN109891310B (en) | Liquid crystal aligning agent, liquid crystal alignment film, and liquid crystal display element | |
WO2014189104A1 (en) | Liquid crystal alignment agent, and liquid crystal alignment film and liquid crystal display element using same | |
KR100213178B1 (en) | Optical alignment composition, alignment layer formed therefrom, liquid crystal device employing the alignment layer | |
CN1927845A (en) | Composition for LC alignment film using diamine having dendron side chain | |
KR102469387B1 (en) | Liquid crystal aligning agent, liquid crystal aligning film, and liquid crystal display element using the same | |
CN104838311A (en) | Method for producing liquid crystal alignment film, liquid crystal alignment film, and liquid crystal display element | |
CN104718493B (en) | Aligning agent for liquid crystal, liquid crystal orientation film and liquid crystal display element | |
US6060581A (en) | Optical alignment polymer, optical composition, alignment layer formed using the same and LCD having the alignment layer | |
CN104335112A (en) | Liquid crystal display element and manufacturing method therefor |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
WD01 | Invention patent application deemed withdrawn after publication |